{4-[(3E)-4-[4-(phosphonooxy)phenyl]hex-3-en-3-yl]phenoxy}phosphonic acid

• ChemBase ID: 54841
• Molecular Formular: C18H22O8P2
• Molecular Mass: 428.310002
• Monoisotopic Mass: 428.07899092
• SMILES: P(=O)(Oc1ccc(/C(=C(\CC)/c2ccc(OP(=O)(O)O)cc2)/CC)cc1)(O)O
• Canonical SMILES: CC/C(=C(\c1ccc(cc1)OP(=O)(O)O)/CC)/c1ccc(cc1)OP(=O)(O)O
• InChI: InChI=1S/C18H22O8P2/c1-3-17(13-5-9-15(10-6-13)25-27(19,20)21)18(4-2)14-7-11-16(12-8-14)26-28(22,23)24/h5-12H,3-4H2,1-2H3,(H2,19,20,21)(H2,22,23,24)/b18-17+
• InChIKey: NLORYLAYLIXTID-ISLYRVAYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {4-[(3E)-4-[4-(phosphonooxy)phenyl]hex-3-en-3-yl]phenoxy}phosphonic acid
• IUPAC Traditional name: fosfestrol
• Synonyms: 3-Hexene-3,4-diylbis(4,1-phenylene) bis[dihydrogen (phosphate)]

Database IDs

• MDL Number: MFCD00867397
• PubChem SID: 162059604
• PubChem CID: 3032325

CALCULATED PROPERTIES

• Acid pKa: 1.4882987
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -0.8752711
• LogD (pH = 7.4): -2.3324735
• Log P: 3.8861525
• Molar Refractivity: 104.9864 cm^3
• Polarizability: 40.689014 Å^3
• Polar Surface Area: 133.52 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false